3934-81-4

Basic information

• Product Name: 2,3-DIHYDROXY-4-METHOXYBENZOIC ACID
• Synonyms: 4-METHOXY-2,3-DIHYDROXYBENZOIC ACID;2,3-DIHYDROXY-4-METHOXYBENZOIC ACID;DIHYDROXY-4-METHOXYBENZOIC ACID,2,3-;2,3-dihydroxy-p-anisic acid;2 3-DIHYDROXY-4-METHOXYBENZOICACID 95%;4-METHOXY-2,3-DIHYDROXYBENZOIC ACID 95%
• CAS NO: 3934-81-4
• Molecular Formula: C₈H₈O₅
• Molecular Weight: 184.15
• EINECS: 223-511-2
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 3934-81-4.mol

Chemical Properties

• Melting Point: 207-208°C
• Boiling Point: 374.6°Cat760mmHg
• Flash Point: 157.2°C
• Appearance: /
• Density: 1.499g/cm³
• Vapor Pressure: 2.83E-06mmHg at 25°C
• Refractive Index: 1.628
• PKA: 3.19±0.13(Predicted)
• CAS DataBase Reference: 2,3-DIHYDROXY-4-METHOXYBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIHYDROXY-4-METHOXYBENZOIC ACID(3934-81-4)
• EPA Substance Registry System: 2,3-DIHYDROXY-4-METHOXYBENZOIC ACID(3934-81-4)

Safety Data

• Hazardous Substances Data: 3934-81-4(Hazardous Substances Data)

Usage

Uses

Used in Traditional Medicine:
2,3-DIHYDROXY-4-METHOXYBENZOIC ACID is used as a therapeutic agent in traditional medicine for its health benefits, including its antioxidant, antimicrobial, and anti-inflammatory properties.
Used in Food Industry:
2,3-DIHYDROXY-4-METHOXYBENZOIC ACID is used as a flavoring agent in the food industry, adding a unique taste and aroma to various food products.
Used in Cosmetic Industry:
2,3-DIHYDROXY-4-METHOXYBENZOIC ACID is used as a preservative in the cosmetic industry, extending the shelf life of products and maintaining their quality.
Used in Antioxidant Applications:
2,3-DIHYDROXY-4-METHOXYBENZOIC ACID is used as an antioxidant, protecting cells from damage caused by free radicals and reducing the risk of various diseases.
Used in Antimicrobial Applications:
2,3-DIHYDROXY-4-METHOXYBENZOIC ACID is used as an antimicrobial agent, inhibiting the growth of harmful microorganisms and preventing infections.
Used in Anti-Inflammatory Applications:
2,3-DIHYDROXY-4-METHOXYBENZOIC ACID is used as an anti-inflammatory agent, reducing inflammation and alleviating pain associated with various conditions.
Used in Therapeutic Applications:
2,3-DIHYDROXY-4-METHOXYBENZOIC ACID is used as a potential therapeutic agent for the treatment of various diseases and conditions, including its antioxidant, antimicrobial, and anti-inflammatory properties.

InChI:InChI=1/C8H8O5/c1-13-5-3-2-4(8(11)12)6(9)7(5)10/h2-3,9-10H,1H3,(H,11,12)

Upstream product

• 186581-53-3 diazomethane 
• 60-29-7 diethyl ether 
• 56128-66-6 2,3,4-trihydroxybenzoic acid methyl ester 
• 5653-46-3 2-hydroxy-3,4-dimethoxybenzoic acid 
• 573-11-5 2,3,4-Trimethoxy-benzoic acid 
• 124-38-9 carbon dioxide 
• 934-00-9 3-methocycatechol 

Downstream Products

• 56128-24-6 2,3-dihydroxy-4-methoxybenzoic acid methyl ester 
• 934-00-9 3-methocycatechol 
• 1051492-96-6 2-(2-chlorophenyl)-1-(7-methoxy-2',3',5',6'-tetrahydrospiro[1,3-benzodioxole-2,4'-(4H)-thiopyran]-4-yl)ethanone 

Relevant articles and documents

Preparation method of dioxane-quinazoline derivative

The invention relates to a preparation method of a dioxane-quinazoline derivative and belongs to the field of medicine intermediate synthesis. Compared with a reported route, the route has the advantages that the procedures are much simpler and the overall yield is increased. An R group includes methyl, ethyl, propyl, isopropyl, methoxyethyl, methoxypropyl, N, N-dimethylaminopropyl, 3-pyrrolidinepropyl, tetrahydropyranyl, cyclopentanyl, 3-piperidine propyl and 3-morpholine propyl, wherein specific information is shown in the description.

Biomimetic synthesis of the calcineurin phosphatase inhibitor dibefurin

Dibefurin is a Ci-symmetric natural product that acts as an inhibitor of calcineurin phosphatase. A six-step synthesis of this compound is reported, which features an oxidative dimerization of the aromatic polyketide epicoccine as the key step. Dibefurin is proposed to be related to epicolactone, a complex yet racemic fungal metabolite that has recently been discovered. Attempts to access epicolactone from epicoccine and epicoccone B resulted in an unusual dimer that is formed through a hetero-Diels-Alder reaction of a para-quinone methide with an ortho-quinone.

Process development of the PDE4 inhibitor K-34

A short and practical synthesis of the PDE4 inhibitor K-34 (1) was developed. This synthesis was achieved in four steps and with a 58% overall yield. The unique spiro acetal was created with exceptionally high yield by utilizing the neighbor carboxylic acid assistance. This synthesis also features efficient ketone construction with 4-pyridinylmethyl anion 9 and ester 18, in which overreaction should be prohibited by quick in situ enolate formation. The overall synthesis was carried out under mild conditions and used a simple procedure suitable for large-scale production.

PROCESS FOR PREPARATION OF 1,3-BENZODIOXOLE-2-SPIRO- CYCLOALKANE DERIVATIVES

(wherein R1 represents hydroxy or substituted or unsubstituted lower alkoxy; R2 represents an aromatic heterocyclic group or the like; Y represents lower alkyl or the like; and n represents an integer of from 1 to 6)For example, a process for preparing a 1,3-benzodioxole-2-spirocycloalkane derivative represented by the above formula (VII), which comprises adding a base to a mixture containing a compound represented by the above formula (V) and a compound represented by the above formula (VI); and allowing the compound represented by the above formula (V) to react with the compound represented by the above formula (VI), are provided.

SELECTIVE DEMETHYLATIONS IN 2,3,4-TRIMETHOXYARYL CARBONYL COMPOUNDS

2,3,4-Trimethoxybenzaldehyde, -acetophenone and -benzoic acid give the corresponding 2,3-dihydroxy-4-methoxy compounds in good yield on treatment with BCl3.